8. Flavor Flav

Though roastmaster Katt Williams decried what he'd later call the "crispity crackily crunchy coon" jokes in the 2007 broadcast, the roast holds up despite the plethora of jabs about Flav's skin tone. (As Jeff Ross crudely puts it: "The fact that Flav is black is like the fifth thing that's wrong with him.") Still fresh from the sloppy, unfortunate reality mess Flavor of Love, and wearing his signature clock as well as a gold crown, the Public Enemy hype man looks to be having the time of his life, even cackling at Carrot Top's prop comedy. The usual suspects — Ross, Lampanelli, Giraldo — kill, of course, while the seemingly out-of-place Patton Oswalt more than holds his own. ("Thank you, pimp in a thimble!")